4-Methylmorpholine → HCID 12083073, compound

Participants

Role	Name	HCID	Charge
Reactant	4-Methylmorpholine	HCID 7972	—
Reactant	1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide	HCID 15908	—
Reactant	1-Hydroxybenzotriazole	HCID 75771	—
Reactant	N-tert-Butoxycarbonyl-S-benzyl-L-cysteine	HCID 2724757	—
Reactant	Benzeneacetic acid, alpha-amino-, ethyl ester, hydrochloride (1:1), (alphaR)-	HCID 20833765	—
Solvent	Water	HCID 962	—
Solvent	Dimethylformamide	HCID 6228	—
Product	HCID 12083073	HCID 12083073	—

Reaction Conditions

Temperature	0 °C

Reaction Steps

HOBt (1.90 g) was added to a DMF solution (50 ml) of Boc-Cys(Bzl)-OH (4.34 g) and D-Phg-OEt hydrochloride (3.00 g), to which were added N-methylmorpholine (1.65 ml) and WSC (4.00 g) at 0° C. The reaction mixture was stirred at 0° C. for 20 minutes and was further stirred at room temperature for 80 minutes, to which water was added, and extracted with AcOEt. The organic phase was washed with saturated saline, dried with magnesium sulfate anhydride, and then filtered and concentrated. The residue was purified by silica gel chromatography (h-hexane/AcOEt=4/1→2/1) to obtain Boc-Cys(Bzl)-D-Phg-OEt.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US06627732B1
Source dataset	uspto-grants-2003_09
ORD ID	ord-f1d50d9be6f945aa8e07444689b6505c
Source note	uspto-grants-2003_09